Middletown, MD 55+ active adult communities & homes for sale

438 homes near Middletown

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The Village at Foxfield

$300Ks - $500Ks

The Village at Foxfield, Middletown, MD

Resale Only | 55+ age-restricted | Built 2003 - 2012 | 81 homes

5 rating (1 reviews)

Leisure World® of Marylan...

$100Ks - $500Ks

Leisure World® of Marylan..., Silver Spring, MD

Resale Only | 55+ age-restricted | Built 1966 - 2009 | 5,600 homes

3.7 rating (6 reviews)

Amblebrook

$300Ks - $1Ms

Amblebrook, Gettysburg, PA

New Construction | 55+ age-restricted | Built 2018 - present | 2,000 homes

5 rating (3 reviews)

Heritage Hunt

$300Ks - $800Ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

2 rating (1 reviews)

Birchwood at Brambleton

$500Ks - $1Ms

Birchwood at Brambleton, Ashburn, VA

New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes

5 rating (2 reviews)

Potomac Green

$300Ks - $900Ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$300Ks - $600Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

No reviews yet

Penn National

$200Ks - $500Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $900Ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes

5 rating (1 reviews)

Regency at Dominion Valle...

$400Ks - $800Ks

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes

Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.

5 rating (1 reviews)

Four Seasons at Historic ...

$500Ks - $600Ks

Four Seasons at Historic ..., Dumfries, VA

Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes

5 rating (1 reviews)

Two Rivers

$600Ks - $900Ks

Two Rivers, Odenton, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 800 homes

No reviews yet

Cameron Grove

$300Ks - $500Ks

Cameron Grove, Upper Marlboro, MD

Resale Only | 55+ age-restricted | Built 1999 - 2013 | 740 homes

5 rating (2 reviews)

Central Parke at Victoria...

$300Ks - $400Ks

Central Parke at Victoria..., Laurel, MD

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 609 homes

No reviews yet

The Woodlands of Urbana

$400Ks - $900Ks

The Woodlands of Urbana, Urbana, MD

New Construction | 55+ age-restricted | Built 2019 - present | 565 homes

5 rating (1 reviews)

Crestwood Village

$200Ks - $400Ks

Crestwood Village, Frederick, MD

Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes

No reviews yet

Traditions of America at ...

$400Ks - $500Ks

Traditions of America at ..., Mechanicsburg, PA

New and Resale | 55+ age-restricted | Built 2008 - present | 517 homes

No reviews yet

Carter's Mill

$400Ks - $700Ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

1 rating (1 reviews)

Dunbarton

$600Ks - $600Ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

No reviews yet

The Courtyards at Waverly...

$400Ks - $900Ks

The Courtyards at Waverly..., Marriottsville, MD

Resale Only | 55+ age-restricted | Built 2012 - 2018 | 462 homes

5 rating (1 reviews)

Carroll Vista

$300Ks - $500Ks

Carroll Vista, Taneytown, MD

Resale Only | 55+ age-restricted | Built 2004 - 2017 | 453 homes

No reviews yet

Cedar Ridge at Piney Orch...

$300Ks - $300Ks

Cedar Ridge at Piney Orch..., Odenton, MD

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 450 homes

No reviews yet

Village Crest

$300Ks - $600Ks

Village Crest, Ellicott City, MD

New and Resale | 55+ age-restricted | Built 2005 - 2010 | 406 homes

No reviews yet

Courtyards at Waverly Woo...

$600Ks - $700Ks

Courtyards at Waverly Woo..., Woodstock, MD

Resale Only | 55+ age-restricted | Built 2006 - 2010 | 383 homes

5 rating (1 reviews)

Snowden Overlook

$600Ks - $700Ks

Snowden Overlook, Columbia, MD

Resale Only | 55+ age-restricted | Built 2005 - 2010 | 350 homes

No reviews yet

Creek View

$100Ks - $200Ks

Creek View, Carlisle, PA

New and Resale | 55+ age-restricted | Built 2004 - present | 305 homes

No reviews yet

Longstown Village

$100Ks - $200Ks

Longstown Village, York, PA

Resale Only | Age-targeted | Built 1997 - 2000 | 304 homes

No reviews yet

Heritage at St. Charles

$400Ks - $400Ks

Heritage at St. Charles, White Plains, MD

Resale Only | 55+ age-restricted | Built 2006 - 2016 | 300 homes

No reviews yet

The Villages At Woodholme

$400Ks - $500Ks

The Villages At Woodholme, Baltimore, MD

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 286 homes

No reviews yet

Spring Hill

$800Ks - $800Ks

Spring Hill, Lorton, VA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes

No reviews yet

The Enclave at Ellicott H...

$300Ks - $400Ks

The Enclave at Ellicott H..., Ellicott City, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 280 homes

No reviews yet

Regency at Ashburn

$500Ks - $700Ks

Regency at Ashburn, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes

No reviews yet

The Crest of Alexandria

$600Ks - $900Ks

The Crest of Alexandria, Alexandria, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 250 homes

No reviews yet

Emerald Pointe

$300Ks - $400Ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

No reviews yet

Colonial Charles

$400Ks - $500Ks

Colonial Charles, Waldorf, MD

Resale Only | 55+ age-restricted | Built 2006 - 2018 | 240 homes

No reviews yet

River Ridge

$600Ks - $600Ks

River Ridge, Woodbridge, VA

Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes

No reviews yet

Signature Club at Greenvi...

$400Ks - $600Ks

Signature Club at Greenvi..., New Market, MD

Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes

No reviews yet

Roth's Farm Village

$200Ks - $200Ks

Roth's Farm Village, Spring Grove, PA

New and Resale | 55+ age-restricted | Built 2006 - present | 224 homes

No reviews yet

Eden Brook

$300Ks - $300Ks

Eden Brook, Odenton, MD

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 224 homes

No reviews yet

The Retreat at Poland Hil...

$700Ks - $900Ks

The Retreat at Poland Hil..., Chantilly, VA

Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes

1 2 3 4

Winifred Manor

2014 RUDY SERRA DR C, SYKESVILLE, MD, 21..., Sykesville, MD 21784

$289,000

2 beds

2 baths

960 sq ft

Condo

2014 RUDY SERRA DR C, SYKESVILLE, MD, 21...

Community: Winifred Manor

Leisure World® of Maryland

3435 S LEISURE WORLD BLVD 85-2D, SILVER ..., Silver Spring, MD 20906

$159,000

2 beds

2 baths

1,308 sq ft

Condo

3435 S LEISURE WORLD BLVD 85-2D, SILVER ...

Community: Leisure World® of Maryland

Two Rivers

3070 SPRING PEEPER CT, ODENTON, MD, 2111..., Odenton, MD 21113

$579,900

2 beds

2 baths

1,886 sq ft

3070 SPRING PEEPER CT, ODENTON, MD, 2111...

Community: Two Rivers

The Villages At Woodholme

4105 WINTERHAZEL RD # 4105, PIKESVILLE, ..., Pikesville, MD 21208

$459,900

3 beds

4 baths

4,213 sq ft

4105 WINTERHAZEL RD # 4105, PIKESVILLE, ...

Community: The Villages At Woodholme

Leisure World® of Maryland

3210 N LEISURE WORLD BLVD 219, SILVER SP..., Silver Spring, MD 20906

$189,000

1 beds

2 baths

885 sq ft

Condo

3210 N LEISURE WORLD BLVD 219, SILVER SP...

Community: Leisure World® of Maryland

The Villages At Woodholme

8414 PRAIRIE ROSE PL # 8414, PIKESVILLE,..., Pikesville, MD 21208

$519,900

4 beds

4 baths

4,378 sq ft

Condo

8414 PRAIRIE ROSE PL # 8414, PIKESVILLE,...

Community: The Villages At Woodholme

Cameron Grove

12916 FOX BOW DR APT 307, UPPER MARLBORO..., Upper Marlboro, MD 20774

$327,500

2 beds

2 baths

1,188 sq ft

Condo

12916 FOX BOW DR APT 307, UPPER MARLBORO...

Community: Cameron Grove

Emerald Pointe

13315 DIAMOND POINTE DR, HAGERSTOWN, MD,..., Hagerstown, MD 21742

$575,000

3 beds

3 baths

2,967 sq ft

13315 DIAMOND POINTE DR, HAGERSTOWN, MD,...

Community: Emerald Pointe

Albert Courts

102 EASY ST, THURMONT, MD, 21788, Thurmont, MD 21788

$349,900

3 beds

4 baths

2,168 sq ft

102 EASY ST, THURMONT, MD, 21788

Community: Albert Courts

Crestwood Village

5625 CRABAPPLE DR, FREDERICK, MD, 21703, Frederick, MD 21703

$284,900

2 beds

1 baths

1,236 sq ft

5625 CRABAPPLE DR, FREDERICK, MD, 21703

Community: Crestwood Village

Cameron Grove

13914 NEW ACADIA LN, UPPER MARLBORO, MD,..., Upper Marlboro, MD 20774

$550,000

3 beds

4 baths

2,458 sq ft

13914 NEW ACADIA LN, UPPER MARLBORO, MD,...

Community: Cameron Grove

Leisure World® of Maryland

3005 S LEISURE WORLD BLVD 804, SILVER SP..., Silver Spring, MD 20906

$329,000

$460,000

3 beds

2 baths

1,634 sq ft

Condo

14527 KELMSCOT DR, SILVER SPRING, MD, 20...

Community: Leisure World® of Maryland

The Courtyards at Waverly Woods

2241 JOHN GRAVEL RD N, MARRIOTTSVILLE, M..., Marriottsville, MD 21104

$425,000

2 beds

2 baths

1,720 sq ft

Condo

2241 JOHN GRAVEL RD N, MARRIOTTSVILLE, M...

Community: The Courtyards at Waverly Woods

Winifred Manor

2011 RUDY SERRA DR 3D, ELDERSBURG, MD, 2..., Eldersburg, MD 21784

$249,000

2 beds

2 baths

Condo

2011 RUDY SERRA DR 3D, ELDERSBURG, MD, 2...

Community: Winifred Manor

Carroll Vista

838 HORSESHOE LN # 170, TANEYTOWN, MD, 2..., Taneytown, MD 21787

$345,000

1 beds

2 baths

1,419 sq ft

Condo

838 HORSESHOE LN # 170, TANEYTOWN, MD, 2...

Community: Carroll Vista

Colonial Charles

10469 STARLIGHT PL, WALDORF, MD, 20603, Waldorf, MD 20603

$549,000

4 beds

3 baths

3,719 sq ft

10469 STARLIGHT PL, WALDORF, MD, 20603

Community: Colonial Charles

Two Rivers

1525 SPIKERUSH DR, ODENTON, MD, 21113, Odenton, MD 21113

$925,000

4 beds

4 baths

3,541 sq ft

1525 SPIKERUSH DR, ODENTON, MD, 21113

Community: Two Rivers

Two Rivers

1628 VELVET LEAF LN, ODENTON, MD, 21113, Odenton, MD 21113

2 beds

3 baths

2,826 sq ft

3050 IVY MEADOW DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Gatherings at Lyndwood

7315 BROOKVIEW RD 206, ELKRIDGE, MD, 210..., Elkridge, MD 21075

$476,000

2 beds

2 baths

1,700 sq ft

Condo

7315 BROOKVIEW RD 206, ELKRIDGE, MD, 210...

Community: Gatherings at Lyndwood

Leisure World® of Maryland

3341 S LEISURE WORLD BLVD 97-A, SILVER S..., Silver Spring, MD 20906

$220,000

2 beds

3 baths

1,600 sq ft

Condo

3341 S LEISURE WORLD BLVD 97-A, SILVER S...

Community: Leisure World® of Maryland

Leisure World® of Maryland

15311 BEAVERBROOK CT 90-1K, SILVER SPRIN..., Silver Spring, MD 20906

$269,900

3 beds

2 baths

1,340 sq ft

Condo

15311 BEAVERBROOK CT 90-1K, SILVER SPRIN...

Community: Leisure World® of Maryland

Two Rivers

3054 SPRING PEEPER CT, ODENTON, MD, 2111..., Odenton, MD 21113

$650,000

3 beds

3 baths

1,886 sq ft

3054 SPRING PEEPER CT, ODENTON, MD, 2111...

Community: Two Rivers

Emerald Pointe

13430 MARQUISE DR # 80, HAGERSTOWN, MD, ..., Hagerstown, MD 21742

2 beds

2 baths

1,450 sq ft

Condo

13310 NEW ACADIA LN 301, UPPER MARLBORO,...

Community: Cameron Grove

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Frequently Asked Questions

What size 55+ communities are there in Middletown?

In Middletown, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Middletown?

The smallest 55+ community in Middletown has 81 homes, the largest has 81 homes, and the average community consists of 81 homes.

Are there gated 55+ communities in Middletown?

No, there are no gated 55+ communities in Middletown.

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438 homes near Middletown

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Middletown, MD 55+ active adult communities & homes for sale

123 communities near Middletown

438 homes near Middletown

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

1,308 sq ft

Condo

2 beds

2 baths

1,886 sq ft

3 beds

4 baths

4,213 sq ft

1 beds

2 baths

885 sq ft

Condo

4 beds

4 baths

4,378 sq ft

Condo

2 beds

2 baths

1,188 sq ft

Condo

3 beds

3 baths

2,967 sq ft

3 beds

4 baths

2,168 sq ft

2 beds

1 baths

1,236 sq ft

3 beds

4 baths

2,458 sq ft

2 beds

2 baths

1,506 sq ft

Condo

2 beds

2 baths

Condo

4 beds

4 baths

4,146 sq ft

2 beds

1 baths

Condo

2 beds

2 baths

Condo

3 beds

2 baths

1,634 sq ft

Condo

2 beds

2 baths

1,720 sq ft

Condo

2 beds

2 baths

Condo

1 beds

2 baths

1,419 sq ft

Condo

4 beds

3 baths

3,719 sq ft

4 beds

4 baths

3,541 sq ft

4 beds

3 baths